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Chemistry
Organic Building Blocks
Amines
2-Amino-6,7-dihydrobenzo[d]thiazol-4(5H)-one
Chemistry
Organic Building Blocks
Heterocyclic Building Blocks
Amines
Ketones Other Aromatic Heterocycles

[ CAS No. 36234-66-9 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 36234-66-9
Chemical Structure| 36234-66-9
Structure of 36234-66-9 *Storage: {[proInfo.prStorage]}

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*Storage: {[proInfo.prStorage]}

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Quality Control of [ 36234-66-9 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 36234-66-9 ]

CAS No. :36234-66-9MDL No. :MFCD21117211
Formula : C7H8N2OS Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :168.22Pubchem ID :21941906
Synonyms :

Computed Properties of [ 36234-66-9 ]

TPSA : 84.2 H-Bond Acceptor Count : 4
XLogP3 : 1.1 H-Bond Donor Count : 1
SP3 : 0.43 Rotatable Bond Count : 0

Safety of [ 36234-66-9 ]

Signal Word:WarningClass:N/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 36234-66-9 ]

  • Upstream synthesis route of [ 36234-66-9 ]
  • Downstream synthetic route of [ 36234-66-9 ]

[ 36234-66-9 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 24829-91-2 ]
  • [ 17356-08-0 ]
  • [ 36234-66-9 ]
YieldReaction ConditionsOperation in experiment
71% for 15 h; Reflux General procedure: A mixture of 3-bromocyclohexane-1,2-dione 3 (50 mg, 0.26 mmol) and pyridine-4-carbothioamide (24.1 mg, 0.17 mmol) in EtOH (0.69 mL) was heated to reflux and stirred for 15 h. The reaction mixture was diluted with DMSO (0.5 mL) to completely dissolve all solids and the resulting mixture was purified by directly injecting the reaction mixture into a preparatory HPLC (C18, water/acetonitrile/ammonium acetate buffer) to give 2-(pyridin-4-yl)-6,7-dihydrobenzo[d]thiazol-4(5H)-one (30.4 mg, 0.13 mmol, 76percent) (Table 1, entry 1).
47% at 90℃; for 16 h; Int-35 (5.0 g, 26.17 mmol) was dissolved in EtOH (50 mL) and thiourea (1.99 g, 26.17 mmol) was added at rt. Then the mixture was heated at 90 °C for 16 h. After cooling down to rt, the mixture was concentrated under reduced pressure and the residue was diluted with water (50 mL) and extracted with EtOAc (2 x 150 mL). Combined organic layers were washed with water (50 mL), brine (50 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude product was purified by colunm chromatography on reversed phase silica gel using water/acetonitrile with 0.01percent formic acid as eluent. 2-Amino-6,7-dihydrobenzo[d]thiazol-4(5H)-one (int-36) was obtained as an off-white solid in 47percent (2.1 g) yield. MS (ESI) mlz 169.01 [M-H].
Reference： [1] Tetrahedron Letters, 2011, vol. 52, # 28, p. 3633 - 3635
[2] Patent: WO2018/81612, 2018, A1, . Location in patent: Paragraph 0302
[3] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 19, p. 5879 - 5882
  • 2
  • [ 765-87-7 ]
  • [ 36234-66-9 ]
Reference： [1] Tetrahedron Letters, 2011, vol. 52, # 28, p. 3633 - 3635
[2] Patent: WO2018/81612, 2018, A1,
  • 3
  • [ 36234-65-8 ]
  • [ 36234-66-9 ]
Reference： [1] Journal fuer Praktische Chemie (Leipzig), 1971, vol. 313, p. 1125 - 1130
  • 4
  • [ 5220-49-5 ]
  • [ 36234-66-9 ]
Reference： [1] Journal fuer Praktische Chemie (Leipzig), 1971, vol. 313, p. 1125 - 1130

Tags: 36234-66-9 synthesis path| 36234-66-9 SDS| 36234-66-9 COA| 36234-66-9 purity| 36234-66-9 application| 36234-66-9 NMR| 36234-66-9 COA| 36234-66-9 structure

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